4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester
CAS No.:865487-07-6
Molecular Formula:C₁₇H₂₁NO₅
Molecular Weight:319.357
Hs Code.:

Synonyms:4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester

Suppliers and Price of 4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of 4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester

There total 7 articles about 4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

: (S)-1-((2S,4R)-4-Allyl-tetrahydro-furan-2-yl)-propan-1-ol

: 62-23-7
4-nitro-benzoic acid

: 865487-07-6
4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; at 20 ℃; for 48h;
DOI:10.1016/j.tetlet.2005.07.041

Reference yield:

: 54340-70-4
ethyl (E)-4-heptenoic acid ester

: 865487-07-6
4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: CH3SO2NH2 / AD-mix-α / 2-methyl-propan-2-ol; H2O / 12 h / 0 °C

1.2: TsOH*H₂O / CH₂Cl₂ / 1 h / 20 °C

2.1: 87 percent / imidazole / dimethylformamide / 21 h / 20 °C

3.1: 64 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C

4.1: DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

5.1: Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 8 h / -78 - -5 °C

6.1: 66 percent / TBAF / tetrahydrofuran / 48 h / 20 °C

7.1: 59 percent / PPh₃; DEAD / toluene / 48 h / 20 °C

With 1H-imidazole; triethylsilane; methanesulfonamide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; AD-mix-α; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 1.1: Sharpless asymmetric dihydroxylation / 7.1: Mitsunobu inversion;
DOI:10.1016/j.tetlet.2005.07.041

Reference yield:

: 865487-01-0
(5S)-5-[(1S)-1-[tert-butyl(diphenyl)silyl]oxypropyl]tetrahydrofuran-2-one

: 865487-07-6
4-Nitro-benzoic acid (R)-1-((2S,4R)-4-allyl-tetrahydro-furan-2-yl)-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 64 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C

2: DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

3: Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 8 h / -78 - -5 °C

4: 66 percent / TBAF / tetrahydrofuran / 48 h / 20 °C

5: 59 percent / PPh₃; DEAD / toluene / 48 h / 20 °C

With triethylsilane; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; toluene; 5: Mitsunobu inversion;
DOI:10.1016/j.tetlet.2005.07.041